Haworth projection

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A Haworth projection is a common way of representing the cyclic structure of monosaccharides with a simple three-dimensional perspective.

The Haworth projection is named after the British chemist Sir Norman Haworth.

A Haworth projection has the following characteristics:[1]

  • Carbon is the implicit type of atom. In the example on the right, the atoms numbered from 1 to 6 are all carbon atoms. Carbon 1 is known as the anomeric carbon.
  • Hydrogen atoms on carbon are implicit. In the example, atoms 1 to 6 have extra hydrogen atoms not depicted.
  • A thicker line indicates atoms that are closer to the observer. In the example on the right, atoms 2 and 3 (and their corresponding OH groups) are the closest to the observer. Atoms 1 and 4 are further from the observer. Atom 5 and the other atoms are the furthest.
  • The groups below the plane of the ring in Haworth projections correspond to those on the right-hand side of a Fischer projection. This rule does not apply to the groups on the two ring carbons bonded to the endocyclic oxygen atom (the one that is part of the pentagon-shaped ring).

See also

References

  1. IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version:  (2006–) "Haworth representation".